Osceola Homes with HOA

Osceola Homes with HOA

Welcome to Osceola County, Florida—a vibrant region where natural beauty meets modern living. Nestled in the heart of Central Florida, Osceola is renowned for its stunning landscapes, rich cultural heritage, and a variety of recreational opportunities. With its proximity to world-famous attractions like Walt Disney World and Universal Studios, residents enjoy a perfect blend of excitement and tranquility.

Osceola boasts a diverse array of neighborhoods, many of which feature homes with Homeowners Associations (HOAs). Living in an HOA community offers numerous benefits, including well-maintained common areas, community events, and a strong sense of belonging among neighbors. These associations often enforce guidelines that help preserve the aesthetic appeal and value of the properties, ensuring that your investment remains secure and your neighborhood stays beautiful.

For families, Osceola is an ideal place to call home. The region is served by highly-rated schools and offers a wealth of parks, recreational facilities, and outdoor activities. Whether you enjoy hiking through the scenic landscapes of the Kissimmee Prairie Preserve or spending weekends at Lake Tohopekaliga, there’s something for everyone.

Additionally, Osceola’s real estate market features a variety of homes to suit different lifestyles and budgets. From charming single-family residences to modern townhomes, you’ll find a welcoming community that caters to your needs. With the added benefits of an HOA, your new home in Osceola is not just a place to live, but a lifestyle to embrace. Discover the charm of Osceola County and make it your next home sweet home!

Newest Osceola Homes with HOA

4535 Oakbrook Court, Kissimmee
$385,000
4 Beds ⋅ 2 Baths ⋅ 1090756 MLS
Welcome home to this beautifully renovated 4 bed, 2 bath pool home on a quiet court in the established Indian Point community! Soaring vaulted ceilings and abundant natural light greet you the moment you step inside. The updated kitchen is the heart of the home, with crisp shaker cabinetry, granite countertops, a center island, stainless steel appliances, modern pendant lighting, and a sunny bay-window dining nook. The spacious living room opens through sliding glass doors to your own private oasis: a sparkling in-ground pool under a screened enclosure, great for year round Florida living and entertaining. Easy-care tile flooring and an attached garage add everyday convenience. Just minutes from shopping, dining, schools, major highways, and Central Florida's world-famous theme parks. Move-in ready!

4535 Oakbrook Court, Kissimmee
1628 Hawksbill Lane, St. Cloud
$269,900
3 Beds ⋅ 3 Baths ⋅ 1090631 MLS
Welcome to this beautifully maintained townhome in the desirable Saint Cloud area, offering the perfect blend of comfort, convenience, and Florida living! Step inside to discover a spacious, open-concept living and dining area, ideal for both everyday living and entertaining. The inviting kitchen features sleek black appliances, abundant cabinetry, a convenient pantry, and a breakfast bar overlooking the main living space. Retreat to the generously sized primary suite, complete with a walk-in closet and private en-suite bathroom featuring dual sinks and a walk-in shower. Additional highlights include one-car garage. Enjoy community amenities, including a sparkling swimming pool, dock, and playground. Outdoor enthusiasts will love being just minutes from Saint Cloud's beautiful lakefront, offering boating, fishing, biking, scenic walking paths, and picturesque picnic areas. Conveniently located near Lake Nona's Medical City, International Airport, shopping, restaurants, and major roadways, providing easy access to everything Central Florida has to offer. Whether you're looking for your primary residence, a seasonal retreat, or an investment opportunity, this charming townhome is a must-see! Schedule your private showing today!

1628 Hawksbill Lane, St. Cloud
3100 Mark Lane, Lake Wales
$239,500
3 Beds ⋅ 3 Baths ⋅ 1090118 MLS
FISHERMAN'S PARADISE! Peaceful water views and relaxed Florida living await in this well-maintained, furnished 3-bedroom, 2.5-bathroom home in Lake Wales. Built in 2005, this inviting property offers 1,512 square feet of thoughtfully designed living space—and you OWN THE LAND, with no lot rent or land lease! Step inside to a bright, open living area featuring a comfortable blend of carpet and laminate flooring, creating a welcoming setting for everyday living and entertaining. The kitchen comes equipped with a range/oven, refrigerator, and dishwasher, keeping meal preparation convenient. Central cooling and electric forced-air heating provide year-round comfort. The spacious primary bedroom offers a private place to unwind, while two additional bedrooms provide flexibility for guests, family, or a home office. Two full bathrooms and an additional half bath add everyday convenience. Outside, take in the tranquil water views and enjoy a slower pace of life. Situated on a 5,000-square-foot lot, the property includes both a garage and a carport, offering convenient parking options. A low community HOA fee adds to the appeal, whether you're looking for a full-time residence or a furnished getaway. With local shopping, dining, and nature nearby, this Lake Wales home brings together comfort, convenience, and a peaceful setting. Come discover your own slice of Florida paradise!

3100 Mark Lane, Lake Wales
Milan Drive, Kissimmee
$20,900
1089993 MLS
Discover the possibilities for your dream home on this rear flag lot in an established Central Florida neighborhood. Tucked back from the main road, this property is conveniently located near shopping centers, Walmart, restaurants, banks, schools, a community center, and medical facilities. Valencia College, theme parks, and other area attractions are also nearby. A survey is available upon request. Bring your vision to life and make this piece of Central Florida your own!

Milan Drive, Kissimmee
4471 Holstein Street, St. Cloud
$420,000
4 Beds ⋅ 3 Baths ⋅ 1088049 MLS
Like-new without the wait. This 2021-built, 4-bedroom + den home in St. Cloud delivers the space, layout, and upgrades buyers are looking for, featuring an open-concept design, quartz kitchen with oversized island, and a 3-car garage. The private owner's suite offers a true retreat, while the large backyard gives you room to create your dream outdoor setup. Solar panels add efficiency and long-term savings. Located in a growing community with resort-style amenities and close to everything, this one checks all the boxes. Additional Updates: Custom modular closet system Custom pantry Custom garage storage system Whole Home Water Softener Reverse Osmosis Drinking Water Tap Renovated powder room

4471 Holstein Street, St. Cloud
1613 Leatherback Lane, St. Cloud
$469,995
4 Beds ⋅ 4 Baths ⋅ 1087457 MLS
NEW PRICE, INCREDIBLE VALUE IN TURTLE CREEK! Picture yourself home for Thanksgiving in this spacious 4-bedroom, 3.5-bath home offering approximately 3,040 sq. ft. Highlights include a FIRST-FLOOR PRIMARY SUITE, PRIVATE UPSTAIRS SECONDARY SUITE with its own bath and walk-in closet, open-concept great room, generous loft, and versatile flex room. The kitchen features wood cabinetry, granite countertops, stainless-steel appliances, a center island, breakfast bar, and pantry. The primary suite offers dual sinks, a soaking tub, separate shower, and large walk-in closet. Enjoy a covered lanai, large fully fenced backyard, and two-car garage. Community amenities include a pool and playground, with convenient access to shopping, dining, Lake Nona, Orlando International Airport, and major roadways. Space to gather, privacy to unwind, and a newly reduced price—schedule your private showing!

1613 Leatherback Lane, St. Cloud
3128 Songbird Circle, Harmony
$337,500
2 Beds ⋅ 2 Baths ⋅ 1087121 MLS
BETTER THAN NEW! PREMIUM CORNER LOT IN HARMONY LAKES! Enjoy the best of Florida living in this METICULOUSLY MAINTAINED home in Harmony Lakes, a gated 55+ community surrounded by natural beauty and packed with resort-style amenities. Inside, TILE AND LVP FLOORING THROUGHOUT, QUARTZ COUNTERTOPS, and CUSTOM WINDOW TREATMENTS create a polished, move-in-ready feel. Step outside to the SCREENED LANAI, perfect for enjoying the peaceful surroundings. Just under 1/4 mile from the Lakes Clubhouse, this home puts an incredible lifestyle right at your fingertips! Enjoy TWO HEATED POOLS, a ZERO-ENTRY POOL, fitness and activity centers, golf, tennis, pickleball, and 12 MILES OF SCENIC TRAILS. The private lake offers fishing, kayaking, and pontoon boat rides at NO CHARGE with reservations. With permanent open space, abundant nature, and convenient GOLF-CART ACCESS throughout the community, Harmony Lakes offers the perfect blend of active living, relaxation, and connection. Don't miss this one!

3128 Songbird Circle, Harmony
1525 Erin Breeze Lane, Kissimmee
$443,900
3 Beds ⋅ 2 Baths ⋅ 1086815 MLS
Welcome to 1525 Erin Breeze Lane in Seasons at Big Sky! Built in 2024, this Azure floor plan offers 3 bedrooms, 2 baths, over 1,700 sq. ft. of living space, and over 2,500 total sq. ft. under roof on a spacious .24-acre corner lot. The covered front porch creates the perfect entry into the extended foyer. Features include wood-look tile throughout with no carpet, high ceilings, ceiling fans with remote, an open floor plan, abundant natural light, formal dining area, and a beautiful kitchen with large island, 42-inch cabinets, and walk-in pantry. The split floor plan includes a private primary suite with a huge walk-in closet, dual vanity, and walk-in shower. The laundry room is located inside the home and an extra space for a desk or coat rack as you enter from the garage. Exterior features include a screened lanai, oversized corner lot and an extended driveway with additional parking extension. Enjoy community amenities including a pool, playground, pickleball court, and walking trail . Seasons at Big Sky provides the amazing amenities with NO CDD and LOW HOA. Conveniently located in Kissimmee near the St. Cloud border.

1525 Erin Breeze Lane, Kissimmee
1631 Bitteroot Street, Kissimmee
$327,000
3 Beds ⋅ 3 Baths ⋅ 1084588 MLS
Built in 2024 and barely broken in, this end-unit townhome offers a newer Kindred address without waiting on a construction timeline. The end position means a private entrance and only one shared wall. Downstairs, an open plan centers on a kitchen with granite counters, stainless appliances, a breakfast bar and a roomy pantry, then continues out to a covered patio. Upstairs, a loft adds a second living area alongside three bedrooms, including a primary suite with its own bath and walk-in closet. Laundry is inside, smart-home technology is in place, and the attached garage keeps your car out of the Florida sun. 1,814 square feet. Block construction. Low HOA dues cover the resort-style pool, fitness center, playgrounds and walking trails. Cross Prairie K-8 sits within the community, and US-192 and Florida's Turnpike put shopping, dining and the attractions within easy reach. Priced at appraised value. Seller is motivated and will review all offers.

1631 Bitteroot Street, Kissimmee
4632 Eagle Peak Drive, Kissimmee
$415,000
4 Beds ⋅ 2 Baths ⋅ 1084999 MLS
Turnkey pool home near Orlando's world-famous theme parks! This 4-bedroom, 2-bath home offers a spacious open floor plan, high ceilings, a private pool, and a move-in-ready setup. Currently used as an income-producing Airbnb and rental property, it offers excellent flexibility for investors, vacation-home buyers, or those looking for a primary residence. Conveniently located near Disney, Universal, shopping, dining, and major attractions. Enjoy the added benefit of low HOA fees and no rental restrictions. A great opportunity to own a versatile Florida property--schedule your showing today!

4632 Eagle Peak Drive, Kissimmee
2868 Oconnell Drive, Kissimmee
$469,900
3 Beds ⋅ 2 Baths ⋅ 1082638 MLS
Discover exceptional lakefront living in this beautifully upgraded 3-bed, 2-bath home nestled within the sought-after gated community of Cypress Reserve. This move-in-ready residence showcases elegant tile flooring throughout, a stylishly remodeled kitchen with Corian countertops, soft-close cabinetry, & quality finishes, along with beautifully updated bathrooms. The spacious primary suite offers a spa-inspired bath with a separate soaking tub, tiled shower, & an oversized walk-in closet. A built-in workspace provides the perfect home office or study area. Enjoy serene water views and an outstanding community featuring a resort-style pool, tennis and basketball courts, playground, sidewalks, and gated security. Ideally located minutes from FL-417, The Loop, OIA, premier shopping, dining, and Orlando's world-famous attractions. Combining beautiful upgrades, community amenities, scenic lakefront living, & an unbeatable Central FL location, this exceptional home is new owner ready!

2868 Oconnell Drive, Kissimmee
4940 Blanche Court, St. Cloud
$560,000
3 Beds ⋅ 2 Baths ⋅ 1077682 MLS
WOW! Prepare to be impressed by this exceptional waterfront pool home where luxury, comfort, and boating lifestyle come together beautifully. From the moment you arrive, the lush tropical landscaping, oversized paver driveway and walkway, Sportsman 3-car garage and an elegant leaded glass entry door create unforgettable curb appeal. Step inside to a light-filled interior featuring high ceilings, warm fresh interior paint, upgraded lighting/fans, and an abundance of natural light throughout. A formal living and dining room combination welcomes guests with an inviting open feel, while a stylish half bath just off the living room showcases a quartz vanity top, new mirror and lighting. Luxury vinyl flooring flows seamlessly throughout the main living and wet areas, with upgraded luxury vinyl flooring recently added in the laundry room and primary bathroom. The stunning kitchen is truly the heart of the home, designed to impress with quartz countertops, 42" upper cabinets with crown molding and hardware, glass tile backsplash, stainless steel appliances, pendant lighting, walk-in pantry, and an oversized island with seating for four. The kitchen overlooks the dinette and spacious family room, all perfectly positioned to capture breathtaking pool and waterfront views. Just off the kitchen, the laundry room offers added convenience with built-in cabinetry and a folding table. Situated to the left of the family room is your primary suite that is a relaxing escape featuring a decorative accent wall, beautiful views of the pool and water, and a large walk-in closet. The luxurious ensuite bathroom offers a high-top dual vanity with quartz countertop, new mirrors and lighting, a private water closet, oversized soaking tub, and an incredible multi-head shower system with programmable controls and rain shower feature. The secondary bedrooms are located on the opposite side of the home and share a beautifully appointed bathroom with dual sinks, quartz countertop, and separate tub/shower area. Additional hallway linen closet and cabinetry provides valuable extra storage space. Sliding doors open to your outdoor paradise featuring a covered lanai with ceiling fan, expansive decking finished in cooling travertine tile, and a stunning saltwater heated pool complete with sun shelf, programmable pool lighting, and custom lighting surrounding the screened enclosure. Boating enthusiasts will fall in love with the impressive 12x28 boathouse featuring a metal roof, 12x12 covered Trex deck, 5,000 lb boat cradle, water, electricity, and accent lighting. The canal provides direct access to Alligator Lake, perfect for fishing, sunset cruises, or relaxing days on the water. Hanover Lakes amenities include a pool, playground, private boat dock, and walking trail. Conveniently located near shopping, an abundance of restaurants, and major roadways, this spectacular home offers the very best of Florida waterfront living. Call today as this one won't last!

4940 Blanche Court, St. Cloud
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